Potassium Carbonate → HCID 57777292, compound

HRID 660698Notes

Reaction equation

HRID 660698 reaction equation
C([O:8][C:9]1[CH:14]=[C:13](/[CH:15]=[CH:16]/[C:17](=[O:20])[CH2:18][CH3:19])[CH:12]=[CH:11][C:10]=1[N:21]1[S:25](=[O:27])(=[O:26])[NH:24][C:23](=[O:28])[CH2:22]1)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CCO.O.[Pd]>[OH:8][C:9]1[CH:14]=[C:13]([CH2:15][CH2:16][C:17](=[O:20])[CH2:18][CH3:19])[CH:12]=[CH:11][C:10]=1[N:21]1[S:25](=[O:27])(=[O:26])[NH:24][C:23](=[O:28])[CH2:22]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 68838667HCID 68838667, compound

Product 1

HCID 57777292HCID 57777292, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19096565Water ethanolSolvent

Procedure

To a solution of 5-[2-benzyloxy-4-((E)-3-oxo-pent-1-enyl)-phenyl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one (130 mg, 0.325 mmol) in 7 mL of EtOH/water (2:5) is added K2CO3 (53 mg, 0.39 mmol) and 10% Pd/C (65 mg). The mixture is hydrogenated at 1 atm for 2 h then the catalyst is filtered and the solvent removed under reduced pressure. The residue is purified by preparative HPLC to give the title compound as a white solid: (M−1)−=311. HPLC retention time: 1.31 min (Method A).

Workup

  1. filtrationthe catalyst is filtered
  2. customthe solvent removed under reduced pressure
  3. customThe residue is purified by preparative HPLC

Sources & evidence

ORD record
ord-1b49bb3826474483affee8dd5aed6989
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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